Director, Software Engineering

Our Opportunity

At Chewy, it is our mission to be the most trusted and convenient destination for pet parents and partners – vets and service providers – everywhere. Our success is measured by the happiness of the people and pets we serve, not simply by the amount of pet supplies we deliver. That’s why we continue to think of outside-the-Chewy-box ways to delight, surprise, and thank our loyal pet lovers! 

We are seeking a  forward-thinking Director of Software Engineering to lead our B2C Pet Health organization's mission of delivering seamless and integrated healthcare experiences for millions of pet parents. We are looking for a strategic leader to own complex technical domains, cultivate a world-class engineering culture, and build the teams that are creating the future of pet care. This job is suited for a leader who thrives on creating an impact, communicates effectively, and is dedicated to developing individuals. 

Who You Are

• You think strategically and act deliberately. Your planning horizon extends beyond quarterly roadmaps to the multi-year strategic vision. Predict challenges, align team goals with business vision, and demonstrate influence on long-term strategy.
• You lead with pragmatic ownership. You take ultimate accountability for your domain, from strategic roadmap to operational health. You make tough, data-driven decisions, strategically manage trade-offs, and when things go wrong, you own the outcome and the findings without blame.
• You are a talent multiplier. Your passion is growing engineers and leaders. Demonstrating a solid history of coaching, mentoring, and nurturing growth opportunities for your Team Members. You delegate for growth, not just to offload tasks, and you handle difficult performance conversations with empathy and directness.
• You influence with data and trust. You build consensus and inspire change through well-reasoned arguments and a deep understanding of the data. You are adept at aligning on scope, managing partner expectations, and guiding collaborators toward more viable solutions to enable your team's success while upholding the integrity of your technical vision.
• You communicate with exceptional clarity. You build shared purpose and inspire confidence through precise, structured communication. You distill highly complex technical and business problems into clear, actionable strategies that drive focus and execution across your organization.

What You'll Do

• Own the Technical Vision & Strategy: Define, communicate, and implement a clear 3-5 year technical roadmap. Champion the adoption of innovative technologies, including AI, to solve complex business challenges and create unparalleled customer experiences.
• Build and Develop High-Performing Teams: Lead an organization of approximately 40, including Associate Directors and senior individual contributors. You will be responsible for hiring, developing, and retaining top-tier talent, fostering a culture of technical excellence, and acting as a dedicated coach to grow the next generation of leaders.
• Drive a Culture of Innovation: Empower your teams to experiment, learn, and deliver breakthrough solutions. Be a key sponsor and driver for internal innovation programs that fuel events like our company-wide Innovation Days.
• Implement with Operational Excellence: Partner closely with product, design, and business partners to translate ambitious goals into concrete, well-managed execution plans. Own key business objectives, proactively de-risk complex projects, and communicate progress, risks, and trade-offs with absolute clarity to senior leadership.

What You'll Need

• A demonstrable history of leading engineering organizations that have shipped complex, large-scale platforms in a fast-paced, agile environment.
• 12+ years of experience in software engineering, with a significant portion in a leadership capacity, including proven experience managing other managers.
• A track record of leading through ambiguity, creating clarity from complexity, and delivering measurable results on multi-faceted, strategic problems.
• Deep technical expertise with the ability to operate at depth, guide teams through complex architectural challenges, and maintain an exceptionally high bar for quality.
• Proven experience authoring strategic documents and technical proposals for executive-level consumption.
• Bachelor's degree in Computer Science, a related field, or equivalent experience.

Bonus Points

• Experience applying AI/ML to solve real-world business problems.
• Experience in high-growth technology domains such as e-commerce, healthcare tech, or platform-as-a-service.

 

Client-provided location(s): Boston, MA

Job ID: 7187383

Employment Type: OTHER

Posted: 2025-08-28T18:35:45